Divergent total synthesis of marine meroterpenoids(+)-dysidavarones A–C  

作　　者：Qunlong Zhang Yang Kuang Le Chang Jingyi Kang Bingjian Wang Chuanke Chong Zhaoyong Lu 

机构地区：[1]State Key Laboratory of Medicinal Chemical Biology,College of Pharmacy,Nankai University,Tianjin 300350,China

出　　处：《Chinese Chemical Letters》2024年第3期234-238,共5页中国化学快报（英文版）

基　　金：financially supported by the National Natural Science Foundation of China(Nos.22171146,21971121,and 22188101 to ZL);the China Postdoctoral Science Foundation(No.2021M701775 to CC)。

摘　　要：Here,we report a concise and divergent enantioselective total synthesis of marine sesquiterpene quinone meroterpenoids(+)-dysidavarones A–C(1–3)using predysidavarone 6 as a key common intermediate.The highly strained and bridged eight-membered carbocycle of predysidavarone 6 was constructed by a one-pot intermolecular alkylation and intramolecular arylation of Wieland–Miescher ketone derivative 11 and benzyl bromide 12.The total synthesis of(+)-dysidavarones A–C(1–3)was achieved from predysidavarone 6 in a divergent manner by a late-stage introduction of the ethoxy group,which reveals the possible source of the ethoxy group within(+)-dysidavarones A–C(1–3)and provides a late-stage modifiable route for the synthesis of dysidavarone analogs for further anti-cancer activity evaluation.

关 键 词：Total synthesis Natural product Dysidavarones A–C Sesquiterpene quinone Meroterpenoid 

分 类 号：TQ464.2[化学工程—制药化工] R914[医药卫生—药物化学]